Tackling the Soft Underbelly of Cyber Security – Email Compromise
01
Apr 2023
01
Apr 2023
This blog explains the impact of generative AI on email attacks, and outlines what defenders can do to prepare for more sophisticated and targeted attacker campaigns.
Email communications in the era of generative AI
Today’s headlines on cyber security attacks are dominated by serious breaches that cripple critical national infrastructure providers, wreak geopolitical havoc through nation state espionage, and create paralyzing financial demands through extortion and ransomware. But how do these breaches occur in the first place, and why do they keep happening?
Social engineering – specifically malicious cyber campaigns delivered via email - remain the primary source of an organization’s vulnerability to attack. A recent survey conducted by Darktrace to 6,700 global cross-industry professionals across the UK, US, Australia, France, Germany, and Netherlands, found almost a third (30%) have fallen victim to a fraudulent email. The risk, as ever, seems to be uncontrollably on the rise – 70% of respondents have noticed an increase in the frequency of malicious emails in the last six months.
At the end of last year, I wrote about how widespread accessibility to generative AI has compounded the problem, leading to likely efficiency gains for skilled threat actors launching email attacks. Just a few weeks ago, we published research which demonstrated that while the number of email attacks across our own customer base has remained steady since ChatGPT’s release, those that rely on tricking victims into clicking malicious links have declined, while linguistic complexity, including text volume, punctuation, and sentence length among others, have increased. This indicates that cyber-criminals may be redirecting their focus to crafting more sophisticated social engineering scams that exploit user trust delivered over email.
Our latest findings, conducted by Darktrace Research, today reveal a 135% increase in ‘novel social engineering attacks’ across thousands of active Darktrace/Email customers from January to February 2023, corresponding with the widespread adoption of ChatGPT. A novel social engineering phishing email is an email attack that shows a strong linguistic deviation – semantically and syntactically – compared to other phishing emails. The trend suggests that generative AI, such as ChatGPT, is providing an avenue for threat actors to craft sophisticated and targeted attacks at speed and scale.
Organizations are already well aware of the danger novel threats pose – globally, 82% of respondents reported are concerned that hackers can use generative AI to create scam emails that are indistinguishable from genuine communication.
Navigating the trust deficit
Employees are being exploited continuously through their primary means of communication - email. Given that humans, and our psychology, are at the heart of the problem, organizations have scrambled to develop awareness and training programs that are delivered routinely to employees in an attempt to help them defend themselves and their organization. While a defense-in-depth approach is generally a good practice to follow, the value of security awareness training, teaching employees to spot attempts at social engineering delivered in text format, is diminishing rapidly. This problem has become especially evident now that we find ourselves in a world where ‘bad’ emails look all but undistinguishable to the human eye from ‘good’ emails.
Over emphasizing the responsibility of employees poses a business challenge as well as a security problem: a bloated trust deficit. In times of economic uncertainty, business success is predicated on employee productivity, creativity, and efficiency. All three of these are squashed when employees treat the communication they receive, both internal and external, with forensic suspicion and mistrust.
As generative AI becomes more mainstream – across images, audio, video, and text – we anticipate that this erosion of trust in digital communication will only continue. What happens to the workplace if an employee is left questioning their own perception when communicating with their manager or a colleague, who they can see and hear over a video conference call, but who may be an entirely fictitious creation?
The way forward
The future lies in a partnership between artificial intelligence and human beings where the algorithms are responsible for determining whether communication is malicious or benign, thereby taking the burden of responsibility off the human. In turn, humans can pursue activities that drive productivity and performance. Current training and awareness programs, coupled with traditional email security technologies which assume that knowledge of past attacks will help predict campaigns, are not sustainable in this rapidly evolving landscape.
Our research reveals that traditional email security tools that rely on knowledge of past threats, take an average of thirteen days from an attack being launched on a victim to that attack being detected. This leaves defenders vulnerable for almost two weeks if they rely solely on traditional tools. When this statistic is contextualized against the 135% increase we’ve seen in novel social engineering campaigns, the inefficiency of ‘attack centric’ email security is made perfectly evident. If we don’t know how to define entirely new and unique attacks, how can we ever hope to recognize them based on past attacks?
A deep understanding of ‘you’ is needed in the face of these radical changes to the email threat landscape. Instead of trying to predict attacks, an understanding of your employees’ behavior, based from their email inbox, is needed to create patterns of life for every email user: their relationships, tone and sentiments and hundreds of other data points. By leveraging AI to combat email security threats, we not only reduce risk, but revitalize organizational trusts and contribute to business outcomes.
Ironically, generative AI may be worsening the social engineering challenge, but AI that knows you, could be the parry.
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Darktrace cyber analysts are world-class experts in threat intelligence, threat hunting and incident response, and provide 24/7 SOC support to thousands of Darktrace customers around the globe. Inside the SOC is exclusively authored by these experts, providing analysis of cyber incidents and threat trends, based on real-world experience in the field.
AUTHOR
ABOUT ThE AUTHOR
Max Heinemeyer
Chief Product Officer
Max is a cyber security expert with over a decade of experience in the field, specializing in a wide range of areas such as Penetration Testing, Red-Teaming, SIEM and SOC consulting and hunting Advanced Persistent Threat (APT) groups. At Darktrace, Max is closely involved with Darktrace’s strategic customers & prospects. He works with the R&D team at Darktrace, shaping research into new AI innovations and their various defensive and offensive applications. Max’s insights are regularly featured in international media outlets such as the BBC, Forbes and WIRED. Max holds an MSc from the University of Duisburg-Essen and a BSc from the Cooperative State University Stuttgart in International Business Information Systems.
What are new entry points cyber attackers are using?
While traditional phishing attacks are very common for attackers, they are not the only method threat actors are using to initiate malware delivery and other malicious campaigns of cyber disruption.
For its End of Year Threat Report, Darktrace analyzed attacks targeting customer environments. While email remains the most common means of attempted initial compromise, the second half of 2023 saw a significant rise in alternative initial access methods.
Much of this is taking advantage of cloud-base applications and collaboration tools including Dropbox, Microsoft Teams, and SharePoint which have become fundamental to how organizations operate in the era of hybrid work.
DarkGate exploits Microsoft Teams
Darktrace analysts have seen threat actors attempting to infect target networks with malware by leveraging Microsoft Teams and SharePoint.
In one example, Darktrace detected an attacker delivering DarkGate a trojan used to download other malware, by sending messages and attachments in Microsoft Teams and SharePoint.
The External Access functionality in Microsoft Teams allows users to contact people who aren’t in their organization. It’s designed as a tool to aid collaboration, but threat actors have realized they can abuse it for their own gain.
Users are told to lookout for suspicious email phishing messages, but often this thinking isn’t applied to Microsoft Teams and other collaboration platforms.
Messages from outside the organization are marked with a note that they are coming from an external source, but a well-designed phishing message with an urgent call to action can persuade the target to ignore this, driving them towards an external SharePoint URL, which tricks the user into downloading and installing malware.
Because this happens outside of the inbox, the activity can be missed by traditional email security solutions. Fortunately, in this case, it was detected by Darktrace DETECT and the activity was contained by Darktrace RESPOND before it could drop any additional malware.
Dropbox has established itself as a leading cloud storage service by allowing users to share and access files, no matter where they are in the world or what device they’re using. But while this is legitimate and useful for organizations, it has also opened a new avenue for threat actors to exploit.
Dropbox as an attack vector
Darktrace recently detected attackers attempting to leverage Dropbox as an initial access method. Emails from ‘no-reply@dropbox[.]com’ – a legitimate email address – were sent to employees at a Darktrace customer.
The emails contained a link to push users towards to a PDF file hosted on Dropbox, which in turn contained a phishing link which if followed, took users to a convincing looking spoof of a Microsoft 365 login page designed to steal usernames and passwords.
A user fell victim to this campaign, unwittingly entering their Microsoft 365 credentials. Shortly after that, Darktrace/Apps started to see suspicious activity relating to the account, with multiple logins from unusual locations which had never been associated with the account previously.
While many traditional security solutions successfully detect and disrupt email-based attacks, many struggle with cloud-based apps and services like Dropbox, Microsoft 365 and others.
There are several reasons for this, including the way in which the use of multiple different cloud services fragments the attack surface, making it hard for network administrators to keep track of everything, alongside the way in which some security solutions don’t take behavior into account in a system which can be accessed from anywhere. That means even from the other side of the world, attackers who have the right cloud credentials could access the network, potentially without being disrupted.
Why are attackers turning to alternative access methods?
Attackers are turning to alternative methods because delivering malicious links and payloads via cloud-based services potentially bypasses traditional cybersecurity protections. That, combined with how attackers can take legitimate login credentials to access system means attackers actions can’t be easily traced.
This rise in alternative initial access methods is likely a result of the continued development and enhancement of traditional email security solutions. But in the cat and mouse game of cybersecurity, threat actors continue to evolve new techniques to get by defenses.
Darktrace’s Self-Learning AI learns the unique digital environment and patterns of each business, meaning it can recognize subtle deviations in activity, even within cloud services, helping to mitigate and neutralize attacks and helping to keep your organization safe from cyber disruption.
A Thorn in Attackers’ Sides: How Darktrace Uncovered a CACTUS Ransomware Infection
24
Apr 2024
What is CACTUS Ransomware?
In May 2023, Kroll Cyber Threat Intelligence Analysts identified CACTUS as a new ransomware strain that had been actively targeting large commercial organizations since March 2023 [1]. CACTUS ransomware gets its name from the filename of the ransom note, “cAcTuS.readme.txt”. Encrypted files are appended with the extension “.cts”, followed by a number which varies between attacks, e.g. “.cts1” and “.cts2”.
As the cyber threat landscape adapts to ever-present fast-paced technological change, ransomware affiliates are employing progressively sophisticated techniques to enter networks, evade detection and achieve their nefarious goals.
How does CACTUS Ransomware work?
In the case of CACTUS, threat actors have been seen gaining initial network access by exploiting Virtual Private Network (VPN) services. Once inside the network, they may conduct internal scanning using tools like SoftPerfect Network Scanner, and PowerShell commands to enumerate endpoints, identify user accounts, and ping remote endpoints. Persistence is maintained by the deployment of various remote access methods, including legitimate remote access tools like Splashtop, AnyDesk, and SuperOps RMM in order to evade detection, along with malicious tools like Cobalt Strike and Chisel. Such tools, as well as custom scripts like TotalExec, have been used to disable security software to distribute the ransomware binary. CACTUS ransomware is unique in that it adopts a double-extortion tactic, stealing data from target networks and then encrypting it on compromised systems [2].
At the end of November 2023, cybersecurity firm Arctic Wolf reported instances of CACTUS attacks exploiting vulnerabilities on the Windows version of the business analytics platform Qlik, specifically CVE-2023-41266, CVE-2023-41265, and CVE-2023-48365, to gain initial access to target networks [3]. The vulnerability tracked as CVE-2023-41266 can be exploited to generate anonymous sessions and perform HTTP requests to unauthorized endpoints, whilst CVE-2023-41265 does not require authentication and can be leveraged to elevate privileges and execute HTTP requests on the backend server that hosts the application [2].
Darktrace’s Coverage of CACTUS Ransomware
In November 2023, Darktrace observed malicious actors leveraging the aforementioned method of exploiting Qlik to gain access to the network of a customer in the US, more than a week before the vulnerability was reported by external researchers.
Here, Qlik vulnerabilities were successfully exploited, and a malicious executable (.exe) was detonated on the network, which was followed by network scanning and failed Kerberos login attempts. The attack culminated in the encryption of numerous files with extensions such as “.cts1”, and SMB writes of the ransom note “cAcTuS.readme.txt” to multiple internal devices, all of which was promptly identified by Darktrace DETECT™.
While traditional rules and signature-based detection tools may struggle to identify the malicious use of a legitimate business platform like Qlik, Darktrace’s Self-Learning AI was able to confidently identify anomalous use of the tool in a CACTUS ransomware attack by examining the rarity of the offending device’s surrounding activity and comparing it to the learned behavior of the device and its peers.
Unfortunately for the customer in this case, Darktrace RESPOND™ was not enabled in autonomous response mode during their encounter with CACTUS ransomware meaning that attackers were able to successfully escalate their attack to the point of ransomware detonation and file encryption. Had RESPOND been configured to autonomously act on any unusual activity, Darktrace could have prevented the attack from progressing, stopping the download of any harmful files, or the encryption of legitimate ones.
Cactus Ransomware Attack Overview
Holiday periods have increasingly become one of the favoured times for malicious actors to launch their attacks, as they can take advantage of the festive downtime of organizations and their security teams, and the typically more relaxed mindset of employees during this period [4].
Following this trend, in late November 2023, Darktrace began detecting anomalous connections on the network of a customer in the US, which presented multiple indicators of compromise (IoCs) and tactics, techniques and procedures (TTPs) associated with CACTUS ransomware. The threat actors in this case set their attack in motion by exploiting the Qlik vulnerabilities on one of the customer’s critical servers.
Darktrace observed the server device making beaconing connections to the endpoint “zohoservice[.]net” (IP address: 45.61.147.176) over the course of three days. This endpoint is known to host a malicious payload, namely a .zip file containing the command line connection tool PuttyLink [5].
Darktrace’s Cyber AI Analyst was able to autonomously identify over 1,000 beaconing connections taking place on the customer’s network and group them together, in this case joining the dots in an ongoing ransomware attack. AI Analyst recognized that these repeated connections to highly suspicious locations were indicative of malicious command-and-control (C2) activity.
Figure 1: Cyber AI Analyst Incident Log showing the offending device making over 1,000 connections to the suspicious hostname “zohoservice[.]net” over port 8383, within a specific period.
The infected device was then observed downloading the file “putty.zip” over a HTTP connection using a PowerShell user agent. Despite being labelled as a .zip file, Darktrace’s detection capabilities were able to identify this as a masqueraded PuttyLink executable file. This activity resulted in multiple Darktrace DETECT models being triggered. These models are designed to look for suspicious file downloads from endpoints not usually visited by devices on the network, and files whose types are masqueraded, as well as the anomalous use of PowerShell. This behavior resembled previously observed activity with regards to the exploitation of Qlik Sense as an intrusion technique prior to the deployment of CACTUS ransomware [5].
Figure 2: The downloaded file’s URI highlighting that the file type (.exe) does not match the file's extension (.zip). Information about the observed PowerShell user agent is also featured.
Following the download of the masqueraded file, Darktrace observed the initial infected device engaging in unusual network scanning activity over the SMB, RDP and LDAP protocols. During this activity, the credential, “service_qlik” was observed, further indicating that Qlik was exploited by threat actors attempting to evade detection. Connections to other internal devices were made as part of this scanning activity as the attackers attempted to move laterally across the network.
Figure 3: Numerous failed connections from the affected server to multiple other internal devices over port 445, indicating SMB scanning activity.
The compromised server was then seen initiating multiple sessions over the RDP protocol to another device on the customer’s network, namely an internal DNS server. External researchers had previously observed this technique in CACTUS ransomware attacks where an RDP tunnel was established via Plink [5].
A few days later, on November 24, Darktrace identified over 20,000 failed Kerberos authentication attempts for the username “service_qlik” being made to the internal DNS server, clearly representing a brute-force login attack. There is currently a lack of open-source intelligence (OSINT) material definitively listing Kerberos login failures as part of a CACTUS ransomware attack that exploits the Qlik vulnerabilities. This highlights Darktrace’s ability to identify ongoing threats amongst unusual network activity without relying on existing threat intelligence, emphasizing its advantage over traditional security detection tools.
Figure 4: Kerberos login failures being carried out by the initial infected device. The destination device detected was an internal DNS server.
In the month following these failed Kerberos login attempts, between November 26 and December 22, Darktrace observed multiple internal devices encrypting files within the customer’s environment with the extensions “.cts1” and “.cts7”. Devices were also seen writing ransom notes with the file name “cAcTuS.readme.txt” to two additional internal devices, as well as files likely associated with Qlik, such as “QlikSense.pdf”. This activity detected by Darktrace confirmed the presence of a CACTUS ransomware infection that was spreading across the customer’s network.
Figure 5: The model, 'Ransom or Offensive Words Written to SMB', triggered in response to SMB file writes of the ransom note, ‘cAcTuS.readme.txt’, that was observed on the customer’s network.
Figure 6: CACTUS ransomware extensions, “.cts1” and “.cts7”, being appended to files on the customer’s network.
Following this initial encryption activity, two affected devices were observed attempting to remove evidence of this activity by deleting the encrypted files.
Figure 7: Attackers attempting to remove evidence of their activity by deleting files with appendage “.cts1”.
Conclusion
In the face of this CACTUS ransomware attack, Darktrace’s anomaly-based approach to threat detection enabled it to quickly identify multiple stages of the cyber kill chain occurring in the customer’s environment. These stages ranged from ‘initial access’ by exploiting Qlik vulnerabilities, which Darktrace was able to detect before the method had been reported by external researchers, to ‘actions on objectives’ by encrypting files. Darktrace’s Self-Learning AI was also able to detect a previously unreported stage of the attack: multiple Kerberos brute force login attempts.
If Darktrace’s autonomous response capability, RESPOND, had been active and enabled in autonomous response mode at the time of this attack, it would have been able to take swift mitigative action to shut down such suspicious activity as soon as it was identified by DETECT, effectively containing the ransomware attack at the earliest possible stage.
Learning a network’s ‘normal’ to identify deviations from established patterns of behaviour enables Darktrace’s identify a potential compromise, even one that uses common and often legitimately used administrative tools. This allows Darktrace to stay one step ahead of the increasingly sophisticated TTPs used by ransomware actors.
Credit to Tiana Kelly, Cyber Analyst & Analyst Team Lead, Anna Gilbertson, Cyber Analyst
![Cyber AI Analyst Incident Log showing the offending device making over 1,000 connections to the suspicious hostname “zohoservice[.]net” over port 8383, within a specific period.](https://assets-global.website-files.com/626ff4d25aca2edf4325ff97/662971c1cf09890fd46729a1_Screenshot%202024-04-24%20at%201.55.10%20PM.png)
